The Best Henley Shirts For Men
The understated Henley top is a certified classic in the world of casual men's shirts, so it's no wonder that these handsome tops serve as wardrobe staples for many. With their distinctive lowered collars and buttoned plackets, they offer a little more flexibility in wear than your standard T-shirt. Thanks to their soft and insulating materials, they also work well as pajamas or base layers in cold temperatures. We've rounded up some of the best we could find on the market below, so take a look below.
What to Look For
While all Henley shirts draw on the same traditional design principles to some extent, paying attention to three details could help you find the right Henley for you: materials, pockets, and stitching. Our overall favorite from Legendary Whitetails pairs lightweight blended cotton with soft contrast stitching for an ultimately comfortable design. If you’re looking for an option that’s a little more insulating, check out the rugged, 100% cotton design from Carhartt. Read on below to discover the rest of our top picks.
Legendary Whitetails Maverick Slub Henley Shirt
This handsome Henley from Legendary Whitetails offers a contemporary update on the classic design. Blended cotton and polyester fabric bring the natural softness and hypoallergenic qualities of the former while offering a little extra stretch and breathability from the latter. Four oversized buttons mean you won’t be fiddling around to open or close the collar, either. All things considered, these tops are eminently wearable and will surely find a welcome home in any wardrobe.
Pros:
- Sizes run from small to 5XL, with additional options for big and tall cuts.
- The soft contrast stitching doesn’t tend to chafe or irritate, making this an ideal choice for layering.
Cons:
- This lightweight material keeps things breezy inside, but it isn’t as insulating as some options.
Hanes BeefyT Henley Shirt
Cotton comforts
Treat yourself to the sumptuous softness of this ringspun cotton and your skin is sure to thank you. These three-button Henleys come in a classic range of colors spanning delicate fall hues and brighter modern shades, so there’s an option to suit most aesthetics. And with durable double-needle stitches holding the seams together, these Henleys should last than a few seasons of wear.
Pros:
- We also love the duotone designs available, offering a subtle spin on the classic mono design.
- These traditional set-in sleeves can be easily rolled up for a little fresh air or alternative styling.
Cons:
- The sizing on these shirts tends to run a bit smaller than usual, so be sure to consult the measurement chart before ordering.
Dickies Big-Tall Heavyweight Henley
Feel the warmth
Dickies is known worldwide for producing hardy and reliable workwear that’s equally loved by professionals and workwear-inspired fashionistas. These Big-Tall heavyweight Henleys are no exception. Made from soft and thick 100-percent pre-shrunk cotton, they’re delicate to the touch and surprisingly insulating once inside.
Pros:
- The single pocket at the breast offers a handy spot for storing valuables on the go.
- This three-button closure means less hassle when opening up all the way, and there are a few spares included on the label inside.
Cons:
- This heavyweight cotton is supremely insulating, so it isn’t a great choice for hot weather and might be uncomfortable if worn to sleep in.
Coofandy Linen Henley Shirt
While some might be searching for a Henley to wear to bed, or as a warming thermal underlayer, these versatile tops can also be a great choice when temperatures rise. Cotton linen is a natural choice for the heat, thanks to its airy, lightweight feel and natural moisture-wicking properties. Coupled with the loose, flowing fit of this baggy design, it’s sure to keep you feeling fresh and cool in the warm.
Pros:
- We love the small, color-matched buttons that give this Henley a slick and clean appearance.
- You can take your pick between a range of neutral monotone designs and a selection of bold prints for the more adventurous.
Cons:
- This breezy top is a no-go for colder climates.
Carhartt Big And Tall Heavyweight Short-Sleeve Henley
No more roll ups
While the classic Henley look favors long sleeves, this adapted design from Carhartt lets you enjoy the timeless design in a short-sleeve form. As we would expect from the Carhartt, these heavyweight tops are made from high-quality cotton, offering comfortable breathability and resilient construction that’s sure to stand the test of time. This loose-fitting shirt is cut a little larger in the chest and shoulders, offering plenty of range of motion whether you’re working away or stretching out on nap day.
Pros:
- The spacious left chest pocket offers extra room for a few valuables.
- The side-seamed design works to maximize free movement inside.
Cons:
- These tops are built to last, but they carry a slightly higher price tag than most competitors as a result.
Frequently Asked Questions
What does the ounce measurement of cotton refer to?
If you want to get specific with your insulating clothes, you might want to pay attention to the ounce measure of your cotton. Cotton weight is measured in ounces per square yard, with greater weights resulting from a higher-density spin. Six-ounce cotton is a good mid-weight choice for light base-layer insulation.
Where does the Henley shirt get its name?
These historic tops come from in England, where their origins have been traced to over two hundred years ago. They take their name from the town Henley-On-Thames, home of the Henley Royal Regatta boat race. The tops were favored by rowers for their flexible construction and breathable design well suited to rowing.
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